

Pilotage Plan: Rye, NY to New York, NY
Starting Point: Rye, NY, US Ending Point: New York, NY, US
This journey from Rye to New York City takes you through scenic waters with notable landmarks and plenty of opportunities for shelter if needed. It’s especially suitable for moderately experienced boaters looking for a mixture of leisure and beautiful sights.
The trip will take you approximately 25 nautical miles along the western shores of Long Island Sound and into the East River. You’ll be navigating through busy waterways, ultimately arriving in the bustling heart of New York City. Pay close attention to navigational aids and local regulations, especially as you approach more crowded areas.
As you set sail from the serene beauty of Rye, you’ll want to ensure your vessel is ready for the journey. Head southwest toward the entrance of the harbor. Be mindful of shallow areas, particularly around the Byram River entrance. The harbor itself offers great protection, making it a good place to check your gear and plan your navigation.
Depart Rye heading toward the Mamaroneck River. Here, you can enjoy the fine views of the waterfront homes. The area is well-marked with buoys, and as you make your way south, keep a lookout for the Mamaroneck Harbor entrance; this is a great option for a shelter stop. The harbor is popular and offers amenities for a respite and fresh provisions.
Continuing south, you’re approaching Port Chester. This area is another choice for docking if conditions worsen; the harbor provides good shelter. As you navigate around the area, the picturesque Long Island Sound offers open waters and views of the distant shoreline.
After Port Chester, make way towards the Bronx River and keep it on your radar as you will be passing nearby. While you won’t directly navigate into the river, knowing its proximity can provide peace of mind regarding alternate routes should you need to seek shelter.
The Throgs Neck Bridge will appear in the distance as you cruise along the western shore. Make sure to monitor your radio for traffic on the East River, especially large vessels transiting to and from the sound. You might feel some currents as you pass beneath this imposing structure, so steer carefully.
Once you transition to the East River, the atmosphere changes, and you’ll find yourself amidst some of New York City’s most iconic views. The Manhattan skyline begins to rise prominently on your right, and the Queensborough Bridge comes into view.
Throughout your trip, a few navigation aids can help guide you:
This itinerary from Rye, NY, to New York City is perfect for those who want to combine the charm of coastal cruising with the tangible excitement of approaching the city. While safety is a priority, the natural beauty and urban sights along the way make the trip a truly memorable experience.
For navigation assistance, I recommend using apps like Savvy Navvy for its user-friendly charts and real-time data, along with marine weather apps to keep an eye on conditions as they develop. Enjoy your journey, and always keep safety at the forefront!